TW201204758A - Curable compositions - Google Patents

Abstract

Embodiments of the present disclosure include a curable composition including an epoxy compound selected from the group consisting of aromatic epoxy compounds, alicyclic epoxy compounds, aliphatic epoxy compounds, and combinations thereof, a curing agent selected from the group consisting of novolacs, amines, anhydrides, carboxylic acids, phenols, thiols, and combinations thereof, and a phosphono-methyl-glycine.

Description

201204758 VI. Description of the Invention: [Technology of the Invention] Field of the Disclosure The embodiments of the present disclosure relate to a curable composition; more particularly, the embodiment relates to a phosphinium-based group. - a curable composition of glycine.

C former name 恃; J ¥ oxygen system can be composed of two components, which can chemically react with each other to form a solid inert epoxide of a hard inert material. The first component may be an oxidizing port # J_ nd component may be a curing agent, sometimes referred to as a hardened cerium oxide alpha 3 having an epoxide group. The hardener includes a compound which is reactive with the epoxide group of the epoxy compound. The % oxygen compound can be linked by a sulfoxide group and a compound of a hardener, which is also known as a solid solution. The curing is carried out by a chemical reaction with a hardener. The % oxygen system can be used to make composite materials. The composite material is a material made of two or more components having different mechanical properties. For example, the composite material may be composed of a reinforcing fiber of an epoxy compound having a matrix material as a matrix material. Each layer of the composite material may be immersed in an epoxy compound. The layer may be referred to as a prepreg. The prepreg can then be pressured (four) to form a composite. Heat and / or pressure to make a combination of osmosis (4) (four) _ afficient county to turn - for some applications, the desired composite material has flame retardant properties. Fire 201204758 is a gas phase reaction. Therefore, in order to burn a composite material, a part of it needs to be in the gas phase. Part of the composite material can be decomposed into a gas phase by exposure to heat. The ignition of the gas phase can occur spontaneously or from external sources such as sparks or flames. In the case of gas phase ignition, if the heat released by combustion is sufficient to maintain the decomposition rate of the composite above that required to maintain the released gas phase component within the ignition limit, the self-sustaining combustion cycle will be Establishing 0 Generally to reduce flammability, composites have been included to provide a protective layer on the composite, such as coke, to help reduce the flame retardant that decomposes into the gas phase, or to release an inert gas during decomposition to dilute the combustible gas. Burning annihilation flame retardant. The suitability of the flame retardant is determined by a variety of factors that limit the amount of acceptable material that can be included in the composite. These factors may include the combustible and technical properties of the composite. [By "clear content] The package or embodiments include: a curable group · a cyclohexene oxidized character σ 丨 selected from an aromatic epoxy compound * such as _ 幽, _, sulphur heart selected a phosphine Base methyl gan (four). A group consisting of a combination of 4 and a composition of the present disclosure is obtained by impregnating a matrix component with a matrix component, including a prepreg, wherein the ^ & 4 201204758 component system A curable composition as disclosed herein. One or more embodiments of the present disclosure include obtaining a product by curing - or a plurality of prepregs as disclosed herein. The above summary of the disclosure is not intended to describe each of the disclosed embodiments. The lower ship Ming Department has more special examples as a description of the application. Throughout the application, guidance is provided through the listed embodiments. These embodiments can be used in various combinations. In each case, the list is intended only as a representative group and should not be construed as an exclusive listing. [Embodiment] DETAILED DESCRIPTION Embodiments of the present disclosure provide a curable composition. The curable composition may include a phosphinyl-mercapto-glycine-epoxy compound and a curing agent. Phosphonium-methyl-glycine, such as glyphsate, has been used as a wide range of systemic herbicides to kill weeds. The Hibiscus has been sold under the trade name ROUNDUP®. In addition, Phosphorus has been used to produce a phosphate functional acrylic copolymer having an internal pendant phosphate group, which acts as an adhesive. Surprisingly, it has been found that phosphinyl-methyl-glycine can be included in the curable composition of the present disclosure and that the product obtained by curing the curable composition has desirable flammability properties, such as, Special flame classification, and the desired technical properties, such as glass transition temperature. Phosphonium-methyl-glycine can be represented by the following chemical formula: 201204758 Chemical formula i O R Ο RO^/P^N'--^〇r

RO For the chemical formula I, each R is independently a hydrogen atom, an alkyl group, an aryl group, a epoxypropyl group, a 2-hydroxyindenyl group, a 2-hydroxyethyl group. a group, or a 1^匚=0 group. An alkyl group having the formula -CnH2n+1 can be derived from alkane by removing a hydrogen atom from a carbon atom. The alkyl group can include a cycloalkyl group having the formula. A cycloalkyl group can be derived from a cycloalkane by removing a hydrogen atom from a ring of carbon atoms. An aryl group can be derived from an aromatic hydrocarbon by removing a hydrogen atom from a ring of carbon atoms. The aromatic hydrocarbons including heteroaromatic hydrocarbons are monocyclic or polycyclic aromatic hydrocarbons. The epoxypropyl group may include, for example, an oxime-based ethylene oxide which may be derived by a substitution chemistry such as epoxidation. The 2-hydroxyethyl group may include, for example, a HOCH2CH2- group, a HOCH2CH(CH3)- group, a HOCH(CH3)CH2- group, or a combination thereof, which may be derived from the ring of ethylene oxide or propylene oxide. Oxygen ring ring opening reaction derived.

The RtK) group may include a mercapto group, wherein R1 is a hydrogen, a CnH2n+1 group, a group, a cycloalkane, an aryl group, or the like. Each of these R is independently one of hydrogen, particularly a phosphinyl-methyl-glycine-based phosphorous. Phosphorus can be expressed in the following chemical formula II: 201204758

Chemical formula II 〇

II

OH Η〇/wide

The HO phosphino-nonyl-glycine includes its salts, for example, the salts of the formula I. For one or more embodiments, the phosphonyl-methyl-glycine may comprise a salt of formula I which is a combination of a cation and a single or dianionic form of the formula. Examples of such salts include, without limitation, alkylammonium salts such as, for example, sulphide, diammonium, isopropylammonium, tridecyl sulphate, squama, potassium, sodium, samarium, and the like. For one or more of the examples, the most preferred salts are isopropylammonium and trimethylsulfonium salts. Further, the phosphinyl-mercapto-glycine includes an anhydride thereof which can be obtained by removing water, for example, an anhydride of the formula I. The phosphinyl-mercapto-glycine may be from 0.5% by weight to 50% by weight of the curable composition; for example, the phosphinyl-methyl-glycine may be from 1% by weight of the curable composition to 40% by weight, or from 2% by weight to 30% by weight. As used herein, "a", "a π, π this", "at least one" and "one or more" are used interchangeably." and / or " a word means the listing One or more, or all of the items. All numerical values included in this range are included in the description of the numerical range of the endpoints (for example, 1 to 5 includes 1, 1.5, 2, 2.75, 3, 3.80, 4, 5, etc.). For one or more embodiments, the curable composition comprises an epoxide. A compound consists of a chemically combined atom or ion of two or more elements, and an epoxy compound in which one of the oxygen atoms is directly attached to two adjacent or one carbon chain or ring system or 201204758 a compound of non-adjacent carbon atoms. The epoxy compound may be from 1% by weight to 3% by weight of the curable composition; for example, the epoxy compound may be from 20% by weight to 80% by weight or from 30% by weight to 70% by weight of the curable composition. The epoxy compound may be selected from the group consisting of an aromatic epoxy compound, an aliphatic epoxide compound, an aliphatic epoxy compound, and the like. For one or more embodiments, the curable composition comprises an aromatic epoxy compound. Examples of the aromatic epoxy compound include, without limitation, polyethers such as hydroquinone, resorcinol, bisphenol A, bisphenol F, 4,4'-dihydroxybiphenyl, phenol novolac, cresol Novolac, trisphenol (tris-(4-hydroxyphenyl)methane), 1,1,2,2-tetrakis(4-hydroxyphenyl)ethane, tetrabromobisphenol A, 2,2-dual (4 -Hydroxyphenyl)-U,1,3,3,3-hexafluoropropane, 1,6-dihydroxynaphthalene, and combinations thereof, of a glycidyl ether compound. For one or more embodiments, the curable composition comprises a lipid cyclic epoxy compound. Examples of the aliphatic cyclic epoxy compound include, without limitation, a polyepoxypropyl ether of a polyol having at least one aliphatic cyclic ring, or a compound containing a cyclohexene ring or a cyclopentene ring by an oxidizing agent. A compound obtained by epoxidation comprising cyclohexene oxide or cyclopentene oxide. Some specific examples include, without limitation, hydrogenated bisphenol A diglycidyl ether; 3,4-epoxycyclohexyldecyl-3,4-epoxycyclohexylcarboxylate; 3,4-epoxy 1-methylcyclohexyl-3,4-epoxy-1-mercaptohexanecarboxylate; 6-methyl-3,4-epoxycyclohexyldecyl-6-mercapto-3,4- Epoxycyclohexane carboxylate; 3,4-epoxy-3-methylcyclohexylmethyl-3,4-epoxy-3-methylcyclohexanecarboxylate; 3,4-epoxy- 5-methylcyclohexyldecyl-3,4-epoxy-5-fluorenylcyclohexanecarboxylate; bis(3,4-epoxycyclohexylmethyl)adipate;methylene-bis (3,4-epoxycyclohexane); 2,2-bis (3,4-epoxy ring)

S 8 201204758 hexyl)propane; dicyclopentadiene diepoxide; ethylene-bis (3,4-epoxycyclohexane carboxylate); dioctyl epoxy hexahydrophthalate; 2-ethylhexyl epoxy hexahydrophthalate; and combinations thereof. For one or more embodiments, the curable composition comprises an aliphatic epoxy compound. Examples of the aliphatic epoxy compound include, without limitation, a polyepoxypropyl ether of an aliphatic polyol or an alkylene oxide adduct thereof, a polyepoxypropyl ester of an aliphatic long-chain polybasic acid, and an acrylic ring. A homopolymer synthesized by vinyl polymerization of oxypropyl acrylate or glycidyl methacrylate, and vinyl polymerization by grafting propylene acrylate or glycidyl methacrylate and other vinyl monomers Copolymer synthesized. Some specific examples include, without limitation, a glycidyl ester of a polyhydric alcohol such as 1,4-butanediol diepoxypropyl ether; 1,6-hexanediol diepoxypropyl ether; Tri-epoxypropyl ether of alcohol; triepoxypropyl ether of tridecyl alcohol propane; tetraepoxypropyl ether of sorbitol; hexa-epoxypropyl ether of dipentaerythritol; polyethylene glycol Di-epoxypropyl ether; and diglycidyl ether of polypropene; by adding one or two or more alkylene oxides to such as propylene glycol, trimethylolpropane, and glycerol Polyepoxypropyl ether of a polyether polyol obtained from an aliphatic polyol; diepoxypropyl ester of an aliphatic long-chain dibasic acid; and combinations thereof. For one or more embodiments, the curable composition includes a curing agent. The curing agent may be selected from the group consisting of novolacs, amines, anhydrides, carboxylic acids, phenols, mercaptans, and the like. The curing agent may be from 1% by weight to 50% by weight of the curable composition; for example, the curing agent may be from 5% by weight to 45% by weight, or from 10% by weight to 40% by weight of the curable composition. For one or more embodiments, the curing agent can include a novolac. Phenol 201204758 Examples of enamel paint include enamel varnish. It is expected to react with formaldehyde in excess in the presence of an acid catalyst to produce a phenol novolac. For one or more embodiments, the curing agent can include an amine. The amine includes a compound containing an N-H moiety, for example, a primary amine and a secondary amine. The amine may be selected from aliphatic polyamines, aryl aliphatic polyamines, cycloaliphatic polyamines, aromatic polyamines, heterocyclic polyamines, polyalkoxy polyamines, dicyandiamides. A group of classes and derivatives thereof, amine amides, lungs, ketimines, and combinations thereof. Examples of aliphatic polyamines include, without limitation, ethylenediamine (EDA), diethyltrial triamine (DETA), triethylenetetramine (TETA), trimethylhexanediamine (TMDA), Hexamethylenediamine (HMDA), N-(2-aminoethyl)-1,3-propanediamine (N3-amine), n,N'-1,2-ethanediyldi-bis-l, a 3-propylene diamine (N4-amine), a dipropenyl triamine, and an excess of the reaction product of such an amine with an epoxy resin such as bisphenol A diglycidyl ether, and the like . Examples of the aryl aliphatic polyamines include, without limitation, meta-xylene diamine (mXDA), and p-xylene diamine. Examples of cycloaliphatic polyamines include, without limitation, 1,3 bisaminocyclohexylamine (1,3-BAC), isophoronediamine (IPDA), and 4,f-methylene bicyclol Hexylamine. Examples of the aromatic polyamines include, but are not limited to, m-phenylenediamine, diaminodiphenylmethane (DDM), and diaminodiphenyl sulfone (DDS). Examples of heterocyclic polyamines include, without limitation, N-aminoethylpiped (NAEP), 3,9-bis(3-aminopropyl) 2,4,8,10-tetraoxa helix. (5,5) undecane, and combinations thereof. Examples of polyalkoxy polyamines include, without limitation, 4,7-dioxane-U0-diamine; 1-propylamine; (2,1-ethanediyloxy)-bis-(diamine Propyl two

S 10 201204758 Glycol) (ANCAMINE® 1922A); poly(oxy(indenyl{2-ethanediyl)), α-(2-aminomethylethyl)ω-(2-aminomercapto B Oxygen) (jeffaMINE® D-230, D-400); triethylene glycol diamine; and oligomers (jeffAMINE® XTJ-504, JEFFAMINE® XTJ-512); poly(oxygen (mercapto-1,2-) Ethylene diyl)), α,α 4 oxo-2,1-ethanediyl) bis(ω-(aminomethylethoxy)) (JEFFAMINE® XTJ-511); bis(3-amine Polypropyl) polytetrahydrogen. husband. South 350; bis(3-aminopropyl)polytetrahydrofuran 750; poly(oxy(indolyl-1,2-ethanediyl)); with 2-ethyl-2-(hydroxymethyl)-1, 3-propanediol α-hydrogen-(ω-(2-aminomethylethoxy)ether (JEFFAMINE® T-403); diaminopropyldipropylene glycol; and combinations thereof, etc. Examples of the amine-derivative derivative include, without limitation, a combination of oxime, carbazole, cyano urea, and the like. Examples of the amine amides include, without limitation, aliphatic aggregation as described above. Amines formed by the reaction of amines with stoichiometric anhydrides and carboxylic acids, as described in U.S. Patent No. 4,269,742. Examples of terpenes include unrestricted inclusion of bismuth citrates and bismuth phthalates. And phosphonium amides, and combinations thereof, etc. Examples of ketimines include compounds having the structure (R2) 2C = NR3, wherein each -r2 is a monoalkyl group, and the R3 series-alkyl group , or a combination of hydrogen' and the like. For - or a plurality of embodiments, the curing agent may comprise a traitor. The needle system has two compounds bonded to the phase atom-bonded group. The needle may be symmetric. Or hybrid The secret has the same shouting group. The mixed needle has a non-group group. Sf is a free aromatic # family anhydride, a lipid cyclic anhydride 201204758, an aliphatic anhydride, a polymer anhydride, and the like. The group consisting of aromatic anhydrides includes, without limitation, 3,3',4,4'-di-p-butyl ketone tetracarboxylic acid di-hepatic, pyromellitic acid if ' and combinations thereof. Examples of the invention include, without limitation, mercaptotetrahydrophthalic anhydride, tetrahydrophthalic anhydride, decidyl dic anhydride, hexahydrophthalic anhydride, methyl hexahydrophthalic acid liver, and the like. Restrictedly includes a combination of propionic anhydride, acetic anhydride, and the like. Examples of the polymer anhydride include, without limitation, a polymer anhydride produced by copolymerization of maleic anhydride, such as poly(styrene-co-maleic anhydride). a copolymer, and combinations thereof, etc. For one or more embodiments, the curing agent may comprise a diacid. Examples of the citric acid include an oxoacid having the structure R4C(=0)0H, wherein the R4 is a calcined acid. a group, or a combination of hydrogen, and the like. For one or more embodiments, the curing agent may include a phenol. The invention includes bisphenols, novolacs, and resole resins which are derived from phenols and/or phenol derivatives, and combinations thereof, etc. For one or more embodiments, the curing agent may include a mercaptan. Examples of the alcohol include a compound having the structure R5SH, wherein R5 is an alkyl group, and combinations thereof, etc. For one or more embodiments, the curable composition may include a catalyst. Examples of the catalyst are not limited. Including 2-methyl material, 2 phenyl benzene, sitting, phosphino-4-methylxazole, benzoyl phenyl oxazole, ceradic acid, triphenyl squaring 'tetraphenyl squama-tetraphenylboronic acid A combination of salt and its etc. The catalyst can be 12 201204758: the epoxy compound is derived. The .01 to 5 parts of the correction gas-making compound is used in an amount of from 01 to 4 parts. For - or multiple embodiments, a fixative: the formulation can be formed at a _ formation period of 20%::: =:. The inhibitor can be a Lewis acid. Examples of inhibitors are not subject to two: zinc, tin, titanium, abundance, fierce, iron, shixi, boron, ming, and i, etc., acid, dentate, oxide, hydroxide, and sulphate . The curable composition may contain 3 moles per boron agent to each mole of catalyst: it may be 2.8 moles per inhibitor, or 2.6 moles per mole of catalyst per mole of catalyst. Inhibitor. Inhibitor of Mohr to - or a plurality of embodiments, a flame retardant additive, a (four) flame retardant additive, and a chemical resistance (reaction) (flame retardant with a 4 (four) oxime bond of the curable composition) Or inert metal containing materials are preferred. H, for one or more embodiments, the curable rainbow can be = ::= the fuel additive can be from 5 weight two to 7 weight two weight of the curable composition, for the weight of the shirt, or from 10 Weight% to 2% by weight. 2: Additives may include 1-chemical epoxy compounds, such as, one-hearted, - _ hardener, (four) edited (ship) and 13 201204758 its biological bio-acid varnish and its polyepoxypropyl ether, epoxy Polymer/smelling polystyrene, quaternary _s, and combinations thereof. The commercially available product of a certain oxime &amp&> includes, without limitation, D Ε Κ tm 542 (approximate TB of TBBA) and '/smelling' advanced resin, such as D_E.R.TM 560, DER· 530 ' DERtm 592, which is available from The Dow Chemical Company. The feed fla can be produced by reacting a functional epoxy resin with a difunctional hydrazine hardener. For one or more embodiments, the curable composition can include an unmodified flame retardant additive. The non-chemical additive may be from 5 cc/〇 to 75 重量/〇 of the curable composition. For example, the non-halogenated flame retardant additive may be from 10% by weight to 7% by weight or from 5% of the curable composition. % by weight to 65 % by weight. The non-halogenated flame retardant additive may include a phosphorus compound. Examples of the phosphorus compound include, without limitation, a subdisk salt, a phosphinate, a sulfonate, a nitrite, a metal salt of a phosphoric acid, an organic salt of an acid, and the like. Examples of phosphinates include, without limitation, phosphinates, phosphonites, bisphosphonates, dimethylphosphonic acid, ethylmethylphosphonic acid, diethylphosphonic acid, such acids. Salts, such as aluminum salts and salt salts, and combinations thereof. Specific examples of such salts include, without limitation, EXOLIT® OP 910, EXOLIT® OP 930, and EXOLIT® OP 9 5 0 available from Clariant. Further phosphinates include, for example, U.S. Patent Application Publication No. 20070221890, U.S. Patent No. 6,664,631, U.S. Patent Application Publication No. 20060149023, and Wang on Polymer, Vol. 39, No. 23. , a derivative of '〇〇?' (9,10-dihydro-9-oxo-10-phosphaphenanthrene-10-oxide) as described in 5819-5826. & 14 201204758 Examples of phosphonates include, without limitation, derivatives of cyclic phosphonates, such as 5,5-dimethyl-2•oxy bridge-1 as described in U.S. Patent No. 6,664,631. 3,2-dioxo-breaking heterocyclic hospital, and combinations thereof. Examples of phosphates include, without limitation, ammonium phosphate, such as EXOLIT 8700 available from Clariant, melamine polyphosphates, and combinations thereof. Examples of phosphazenes include, without limitation, hydroxyphenoxyphosphazenes, Phenoxyphosphazene, methylphenoxyphosphazene, cresylphosphazene, xyloxyphosphazene, methoxyphosphazene, ethoxyphosphazene, propoxyphosphazene, and combinations thereof . For one or more embodiments, the non-halogenated flame retardant additive can include a bismuth or boron compound or salt. Examples of the ruthenium compound include, without limitation, oxidation records such as Sb > 2〇3 and St>3〇5. Examples of the sulphonate include, without limitation, zinc phthalate, zinc sulphate, strontium sulphate, sodium borate, and the like. For one or more embodiments, the curable composition can include an inorganic flame retardant. Examples of the inorganic flame retardant include, without limitation, magnesium oxide, magnesium sulfide, talc, alumina hydrate, zinc oxide, alumina trihydrate, magnesium aluminate, calcium citrate, sodium citrate, zeolite, and hydroxide. A combination of magnesium, sodium carbonate, calcium carbonate, aluminum molybdate, iron oxide, copper oxide, zinc phosphate, zinc chloride, vermiculite, clay, quartz, mica, dihydrogen phosphate, and the like. The inorganic flame retardant may be from 5% by weight to 75% by weight of the curable composition; for example, the unshaped flame retardant additive may be from 10% by weight to 70% by weight of the curable composition, or the curable composition From 15% by weight to 65% by weight. The curable composition may have a phosphorus content of from (from weight to (7) weight / of the curable composition; for example, the curable composition may have a curable composition of 15 201204758 from 0.5% to 9% by weight 'The curable composition is from 丨〇% by weight to 8% by weight, or from 3% by weight to 1% by weight of the curable composition. The composition of the curable composition may be a sum of the curable composition 100% by weight of the composition. The components of the curable composition can be mixed, ground, and/or extruded by - or a plurality of methods. A suitable device or a combination suitable for use can be used for mixing, grinding, and/or construction. As is known in the art, the parameters used for such mixing, grinding, and/or extrusion can vary from application to application. One example of mixing is melt mixing. However, 'other types of blends can be used for special applications. Curable composition The components can be ground, for example, ground to an average particle size. For example, the component of the curable composition can be cryogenically ground or ground by other grinding procedures known in the art. The components of the curable composition Grinding to an average particle size of from 1 micron (μΐΏ) to 100 μηι; for example, the composition of the curable composition can be ground to an average particle size of from 3 μηι to 75 μπ^^5 4 claws to 5〇^ claws. Or in various embodiments, the component of the curable composition has an average particle size of from 1 μηι to 10 μπι. The component of the curable composition can be extruded. The extrusion process can be a reverse nasal extrusion. Extrusion The method can be practiced with conventional processing equipment, such as a single screw extrusion, or - twin screw extrusion, or other curing equipment. Embodiments of the present disclosure provide a prepreg. The prepreg can be included by including The matrix component is obtained by impregnating the intensive component. The matrix component surrounds and/or supports the component. Here, the curable composition of the bribe can be used for the matrix group injury. Pre/5: matrix of the body The component and the reinforced component provide a multiplying effect. This addition provides a prepreg and/or the 201204758 product obtained by curing the prepreg has mechanical and/or physical properties that are not available only in individual components. The composition can be fiber, fiber is not limited A combination of glass, polyarylamine, carbon, poly, polyethylene, quartz, metal, terracotta, biomass, and the like. The fibers can be coated. Examples of fiber coatings include, without limitation, Boron. Examples of glass fibers include, without limitation, A-glass fibers, E-glass fibers, C-glass fibers, R-glass fibers, S-glass fibers, T-glass fibers, and combinations thereof. An amine-based organic polymer, examples of which include, without limitation, Kevlar®, Twaron®, and combinations thereof, etc. Examples of carbon fibers include, without limitation, polyacrylonitrile, asphalt, rayon, cellulose, and the like. The fibers formed by the combination. Examples of the metal fibers include, without limitation, stainless steel, chromium, nickel, yttrium, titanium, copper, indium, samarium, crane, and the like. Examples of the ceramic fiber include, without limitation, fibers formed from a combination of alumina, ceria, dioxins, tantalum nitride, niobium carbide, boron carbide, boron nitride, tantalum boride, and the like. Examples of biomass fibers include, without limitation, fibers formed from a combination of wood, non-wood, and the like. The reinforcing component can be a fabric. This fabric can be formed from the fibers discussed herein. Examples of fabrics include, without limitation, stitching fabrics, woven fabrics, and combinations thereof. The fabric can be unidirectional, multi-axial, and combinations thereof. The reinforcing component can be a combination of fiber and fabric. The prepreg system can be obtained by impregnating the matrix component into the strengthening component. The impregnation of the matrix component into the reinforced component can be accomplished by a variety of methods. One of the methods used to obtain the prepreg is compression. For example, the matrix component, i.e., the disclosed curable composition, can be spread to contact the strengthening component. Base 17 201204758 The mass may be contacted with one or both of the major surfaces of the reinforced component to form a layer. The layered member can be placed in a press during which the force is received for a predetermined period of time to obtain a prepreg. The press can have a temperature of 80 degrees Celsius (°C) to 14 inches. (The temperature; for example, the press may have a temperature of 9 〇. (^ to 丨川〇c or a temperature of 100 ° C to 12 ° ° C. During pressing, the layer member receives pressure via a press. This pressure may be It is a value of 20 thousand Bass (kPa) to 70 kPa; for example, this pressure may have a value of 30 kPa to 500 kp @7 kPa to 400 kPa. The pressure may be applied for a predetermined time. This predetermined time may have 3 The value of leap seconds (s) to 120 s; for example, the predetermined time may have a value from 4 〇s to 11 〇 8 or 5 〇 s to 100 s. For other methods of obtaining prepregs, other pressing temperatures and pressure values And/or a predetermined time is possible. One or more prepregs may be more completely cured to obtain a product. The prepreg may be layered and/or form a shape prior to further curing. For some applications, For example, when an electric-electric laminate is to be formed, the plurality of prepregs may be alternated with the conductive material layer. The conductive (4) example includes a copper foil in a limited manner. Then, the prepreg layer may be exposed to the matrix component. a condition that becomes more fully cured. A method for obtaining a more fully cured product - an example Pressing. The prepreg can be placed in a press during which the curing force is subjected to a predetermined curing time to obtain a more fully cured product. The method can have a curing temperature of 80 ° C to 250 ° C; for example, The method can have a temperature of 9 〇. 〇: to 24 〇. (: or a curing temperature of 100% to 23 〇〇 c. For ~ or more embodiments, the method has the ability to rise from a lower curing temperature at a rise time To a curing temperature of a higher curing temperature. During pressing, the layer member can be received via a press - a curing force of 201204758. This curing force can have a value of 20 kPa to 350 kPa; for example, the curing force can have 30 kPa to 300 kPa or 70 kPa to 275 kPa. The curing force can be applied for a predetermined curing time except for the rise time. The predetermined curing time can have a value of 5 3 to 500 s; for example, the predetermined curing time can have 25 s to 450 s or 45 s to 400 s. For other methods used to obtain prepregs, other curing temperatures, rise time 'curing pressure values, and/or predetermined curing times are possible. Repeating to further cure the prepreg and obtain the product. For one or more embodiments, the product obtained by curing one or more prepregs may have a thickness of 1.5 mm according to UL-94 (Underwriters Laboratories). A combustion rating of -0 or V-1. The UL-94 test measures the tendency of a material to extinguish or spread as soon as it ignites, and can serve as a material with a pre-step indication of acceptability for the flammability of a particular application. The combustion levels of V-0 and V-1 indicate that the material is tested in a vertical position and, after removal of the ignition source, extinguishes itself for each specific combustion level for a specified period of time. The V-0 combustion level indicates that after a second application of flame to a test rod (10 seconds each time), the combustion system stops within 10 seconds, and no fire is observed. V-1 Burning level indication is for a test rod II After the flame was applied (1 sec. each time), the combustion system was stopped within 60 seconds, and no fire was observed. The product obtained by curing one or more prepregs may have a glass transition temperature (Tg) e of at least 100 ° C. For example, the product obtained by curing one or more prepregs may have from 1 〇〇. 〇C to 5〇〇〇C or 110 〇C to 475. (: glass transition temperature. The product obtained by curing one or more prepregs may have a thermal degradation temperature (Td) of at least 19 201204758 310 ° C. For example, the product may have 31 ° τι 5 ° ° C, Or a thermal degradation temperature of from 320 ° C to 475 ° C. EXAMPLES In the examples, various terms and names of materials are used, including, for example, the following: epoxy compound: DENJM 439, available from Dow Chemical Company Epoxy Compound: DERTM 6508, available from The Dow Chemical Company. Curing Agent: DURITE® 357-D, available from Hexion. Curing Agent: REZICURE® 3020, available from si Group. Catalyst: Boric Acid' Available from Sigma Aldrich Chemical Company ° Catalyst · 2-Mercapto. Sodium Hydrazine, available from Sigma Aldrich Chemical Company ° Phosphonium-decyl-glycine: Hi-Phosin, available from Monsanto. Non-halogenated Combustion additive: EXOLIT® OP 950, available from Clariant International Ltd. Inorganic flame retardant: crushed stone (AST 600), available from Quarzwerke 〇 reinforced component: glass cloth (type 7628), available from JBS/Hexace Release film available from Duo Foil The melt-mixed molten mixture 1 was prepared as follows. Defence. Team 1^ 439 (17.50 g), DER·TM 6508 (13.13 g), and DURITE® 357-D (1.80 g) in a container at 140 to 150. : Stirring for 60 minutes to form molten mixture 1. The molten mixture 1 was poured into an aluminum foil and cooled to 20. (: After cooling, the molten mixture 1 20 201204758 was broken into several pieces. The molten mixture 2-7 was similar to the molten mixture. The preparation is as follows. The composition of the blushing mixture is shown in Table 1. The solvent 2-7 is also cooled and broken into °. The molten mixture of the first table #一^ epoxy compound curing agent 439 DERTM 6508 DURITE ® 357-D Molten Mixture 1 17.50 (g) 13_13 (g) 1.80 (g) Molten Mixture 2 17.50 (g) 13.13 (g) 1.88 (g) Molten Mixture 3 17.50 (g) 13.13 (g) 〇_38 (g) Melt mixture 4 420.00 (g) 315.00 (g) 19.50 (g) molten mixture 5 15_75 (g) 11.82 (g) 〇.74 (g) smelting mixture 6 15.47 (g) 10.05 (g) 〇.72 (g) ) Melt mixture 7 14.18 (g) 10.64 (g) 0.67 (g) Example 1-7 Fragment of the curable composition melt mixture 1, REZICURE® 3020 (4.75 g), boric acid (0.13 g), 2-methylimidazole (0.058 g), and Phosphorus (5.13 g) were ground in a PRISM Pilot mill An average particle size of 1 to 10 microns was formed to form Example 1 'a curable composition. Examples 2-7 were formed as in Example 1 and with the following variations: For Examples 2-7 'Individually, molten mixture 2-7 was substituted for molten mixture 1; Example 4-6 was coated with a flame retardant additive; and Example 8 Includes an inorganic filler. The Example 7 component is shown in Table 11. 21 201204758 第表表% : w Jj 淫淫&- ϋ 铱W Leif Li Wei O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O O Os CL Ο gg Ο X ω 1 17.50 13.13 1.80 4.75 5.13 0.058 0.13 - - 2 17.50 13.13 1.88 7.50 4.13 0.061 0.12 - - 3 17.50 13.13 0.38 1.88 8.13 0.063 0.32 - - 4 420.00 315.00 19.50 105.00 150.00 1.260 3.15 - - 5 15.75 11.82 0.74 3.94 5.63 0.150 0.12 4.21 - 6 15.47 10.05 0.72 3.87 5.53 0.130 0.12 6.58 - 7 14.18 10.64 0.67 3.55 5.07 0.140 0.11 3.78 4.10 Table III shows each of Examples 1-7 by weight percentage of individual curable compositions. Filling content. Table III Example # Filling content (weight percentage of curable composition) 1 2.25 2 2.70 3 3.60 4 2.70 5 4.40 6 5.40 7 4.00 The extrusion method is set to 20 rpm and has a capacity of 15. The temperature in the first zone, the temperature in the second zone of 50 °C, and the temperature in the third zone of 75 °C, 24 mm PRISM double screw

The S 22 201204758 rod extruder was started by adding D.e.r.tm 6508 (200 grams) to the extruder. The Example 4 was supplied to a starter extruder to provide an extruded product. 1 Extruded Product 1 The extruded product powder 1 was supplied by grinding with a crucible and a crucible and passing through a 3 mesh screen. The extruded product powder 2_3 was prepared as in the case of the extruded product powder and changed. The curable composition prepared in each of Examples 5-6 was separately prepared in place of Example 4. Examples 8, 9, 1 , 12, 13, and 16, prepreg The prepreg system was obtained by impregnating a matrix component into a reinforcing component as follows. A layer of the article was prepared as follows. Two TYVEK positive spacers are placed on a first metal sheet. A first release sheet is placed on the TYVEK® spacer. A 30.48 cm X 30.48 cm piece of glass cloth was placed on the first release sheet. Five and one-half (5.5) grams of Example 1 was placed on a glass cloth and spread into a circle. A second release sheet is placed on the glass cloth and on the crucible. Two additional TYVEK® spacers are placed on the second release sheet. A second sheet of metal is placed over the other additional TYVEK® spacers to form the layer. This layer was placed in a 115 °C tetrahedral press 1401. This press was closed at 5,000 pounds for 100 seconds. The release sheet was removed from the pressed layer to provide Example 8' a prepreg. Examples 9, 10, 12, 13, and 16, prepreg, as in Example 8, and for Examples 9, 10, 12, 13, and 16 are individually modified to be Examples 2, 3, 5, and 6. And 7 were prepared in place of Example 1. Examples 11, 14, and 15, prepreg The prepreg system was obtained by impregnating a matrix component into a strengthening component as follows. A layer of the article was prepared as follows. Two TYVEK® spacers are placed on a first sheet of metal. A first release sheet is placed on the TYVEK® compartment 23 201204758. The tenth and the second (17. 5) grams of extruded product powder [placed in the first release sheet and spread into a rectangular shape. A sheet of -3 G. 48 cm of a 56 cm glass cloth was placed on the extruded product powder 1 and the first release sheet. Another 175 grams of extruded product powder 1 was placed on a glass cloth and spread into a rectangular-second split sheet placed on a glass cloth and another extruded product powder. Two additional τγνΕΚ@ spacers are placed on the second release sheet. - A second metal sheet is placed on the other TYVEK® spacer to form a layered member. This layer is placed in an ιι5. C tetrahedron pressing machine 丨 401 type. The press was closed at 5, 〇〇〇 pounds for 1 second. The release sheet was removed from the pressed layer to provide Example 1 1, a prepreg. Examples 14 and 15, prepregs, were prepared as in Example u and for the Examples 14 and 14 to be individually modified with the extrusion product powders 2 and 3 in place of the extrusion product powder 1. Examples 16-24, the product obtained by curing the prepreg of Example 8-16, were used to cure the prepreg system using a tetrahedral press 1401. Example 8 was continuously heated from about 37 0 C to 140 °C for 10 seconds at a pressure of 8 psi and at 10 psi for a pressure of 32 psi. 〇/min was heated from 140 °C to 196 °C for 90 minutes; and at a pressure of 32 psi at 27. (:/min was cooled from 196 ° C to 38. (: and maintained for 30 seconds to provide Example 16, one of which was obtained by curing Example 8. Example 9 was at a pressure of 7 pSi at 14.4. :/min was continuously heated from about 37 ° C to 134 0 C for 1 sec.; from 134 at 14.4 0 C/min under a pressure of 20 pSi (: heated to 190. (: and maintained for 90 minutes; and at 20 psi) The pressure was cooled from 190 〇C to 38 at 27 ° C/min. (: and maintained for 30 seconds to provide 24 201204758 Example 17 to obtain one of the products by curing Example 9. Example 10 was at 10 psi Heating from about 37 〇c to 140 °C at a pressure of 10.8 °C/min for 1 sec.; heating from 140 °C to 196 at 1 〇8 〇c/min under a pressure of 30 psi. One of the products was obtained by curing Example 1 while maintaining for 90 minutes; and cooling from 196 ° C to 38 ° C at 37 ° C/min under a pressure of 3 psi for 3 sec. Example 11 was continuously heated from about 37 〇c to 140 °C for 1 于 at a pressure of 8 psi; 14 〇c/min at a pressure of 60 psi. Heated to 190 at 140 ° C. (: and maintained for 90 minutes; and from 190 at 27 ° C / min under a pressure of 60 psi (: cooled to 38 ° C for 60 seconds to provide Example 19, by curing One of the products was obtained in Example 11. Example 12 was continuously heated from about 37 0 C to 134 ° C at 1 4 ° C/min under pressure of 7 psi for 1 sec; at a pressure of 20 psi. 14 4 〇c/min was heated from 134 °C to 196. (: and maintained for 90 minutes; and at 27 psi pressure at 27 ° (: / min from 196 0 C to 38. (: and maintained for 30 seconds Providing Example 2, one of the products was obtained by curing Example 12. Example 13 was continuously heated from about 37 ° C to 134 ° C at a pressure of 10 pSi at 12.60 ° C for 1 sec; Heated from 134 °C to 196 at a pressure of 3 psi at 12 6 〇 c/min. (: and maintained for 90 minutes; and at 27 psi pressure at 27 ° (: / min from 190 〇 C to 38 Example 21 was provided with 0 C and maintained for 30 seconds, and one of the products was obtained by curing Example π. Example 14 was continuously heated from about 37 0 C to 146 ° C at 16.2 ° C/min under a pressure of 12 psi. Maintain 1 sec. at 14.7 psi (:/min from 143 °C to 198 °C for 90 minutes; and at 90 psi for 25 201204758 force at 27 〇C/min Example 18 was provided by cooling to 38 ° C at 198 ° C for 60 seconds to obtain one of the products by curing Example 12. Example 15 was continuously heated from about 37 〇c to 146 ° C at a pressure of 10 pSi at a pressure of 10 Sic/min for 1 sec.; heated from 146 C at 14.4 0 C/min under a pressure of 85 psi. 190 ° C and maintained for 90 minutes; and from 190 at a pressure of 85 psi at 36 0 C / min. (: Cooled to 38 〇C and maintained for 60 seconds to provide Example 23, one of which was obtained by curing Example 15. Example 16 was at a pressure of 7 psi at 14.4. (:/min from about 37 ° C is continuously heated to 134 C for 1 sec.; from 134 at 14.2 〇c/min under a pressure of 2 〇pSj (: heated to 196. (: and maintained for 90 minutes; and at a pressure of 2 psi) A temperature of 270 ° C was cooled from 190 ° C to 38 ° C for 30 seconds to provide Example 24, and one of the products was obtained by curing Example 16. The combustion grade of Example 16-24 was 94V vertical. The combustion test determined that one end of the rod of 1% inch X5 inch was fixed in a vertical position, and a burner flame was applied to the free end of the rod for two 1 second, and the first time was for the first time. The time interval taken to burn the flame to stop after application. Two sets of 5 rods are tested to determine the flame burning time after the first burner flame is applied (extinguishing time 1), and the flame after the second burner flame is applied Burning time (extinguishing time 2), and the corresponding UL_94 burning grade. The conclusion of this test The system is shown in Table IV. Table IV Example # Rod # extinguishing time 1 (seconds) Extinguishing time 2 (seconds) Combustion rating (UL-94) Example 16 Rod 1 43 8 V-1 Rod 2 42 10 26 201204758 Rod 3 48 9 Rod 4 42 8 Rod 5 35 5 Example 17 Rod 1 49 4 V-1 Rod 2 42 10 Rod 3 48 5 Rod 4 38 10 Rod 5 33 10 Implementation Example 18 Rod 1 48 Unlit unrated bar 2 52 Unlit bar 3 58 Unpointed bar 4 63 Unpointed bar 5 55 Not shown Example 19 Bar 1 42 4 V-1 Bar 2 48 5 Rod 3 41 4 Rod 4 48 5 Rod 5 41 5 Example 20 Rod 1 1.5 13.1 V-1 Rod 2 2.0 17.3 Rod 3 9.6 2.9 Rod 4 3.5 0.6 Rod 5 0.7 28.9 Implementation Example 21 Rod 1 2.2 4.2 V-1 Rod 2 3.5 10.9 27 201204758 Rod 3 8.5 5.8 Rod 4 4.5 4.5 Rod 5 1.2 10.1 Rod 1 1.0 13.8 Example 22 Rod 2 11.0 2.0 Rod 3 6.5 2.9 V-1 Rod 4 14.1 6.4 Rod 5 7.4 4.2 Rod 1 10.0 6.4 Example 23 Rod 2 4.6 2.5 Rod 3 4.3 2.0 V-1 Rod 4 7.1 7.4 Rod 5 4.3 3.7 Rod 1 5 2 Example 24 Material 2 4 3 Rod 3 9 4 V-0 Rod 4 8 3 — Rod 5 4 4 The data in Table 1V shows that each of Examples 16_23 has a V-1 combustion rating. The data in Table 1V also shows that Example 24 has a V-0 combustion rating. The glass transition temperatures of Examples 16-24 were determined using a Q200 differential scanning calorimeter from TA Instruments to determine the temperature of each sample from 30 at 10 cc/min. c増 to 2 2 〇. The glass transition temperature i is reported as the temperature observed in the first stage of the transition from the first temperature rise. Temperature maintained at 22〇 Y

S 28 201204758 Hold for 15 minutes and then equilibrate at 30 °C. Again, the temperature of the sample was increased from 30 °C to 220 °C at 10 °C/min. The glass transition temperature 2 is reported as the midpoint temperature of the first stage transfer. The temperature was maintained at 220 °C for 15 minutes and then equilibrated at 30 °C. The temperature of the sample is 20. (:/min increased from 30 °C to 22 ° C. The glass transition temperature 3 was reported as the midpoint of the first stage transfer. The thermal degradation temperatures of Examples 16-24 were obtained by using the TA instruments Q50 analyzer. The thermogravimetric analyzer (TGA) was determined. For analysis, the data of the software program Universal Analysis V3.3B was used. The method for analysis was carried out in air at a rate of 10 °C/min to 600 °C. 5% by weight Decomposition temperature. Glass transition temperature and thermal degradation temperature are shown in Table V. Table V Example # Glass Transfer Temperature 1 (°C) Glass Transfer Temperature 2 (°C) Glass Transfer Temperature 3 (°C) Heat Degradation temperature (°C) Example 16 148.5 153.2 155.6 370.1 Example 17 148.8 150.0 151.3 363.0 Example 18 141.7 140.2 145.6 355.6 Example 19 147.3 149.6 151.6 357.5 Example 20 155.0 161.5 165.0 379.3 Example 21 153.5 155.3 159.9 372.4 Example 22 155.0 156.9 161.5 376.5 Example 23 152.4 155.3 159.9 362.4 Example 24 141.5 143.7 145.6 369.7 The data in Table V shows that each of Examples 16-24 has a glass transition greater than 140 °C. The temperature in the table V also shows that each of Examples 16-24 has a thermal degradation temperature greater than 355 ° C. 29 201204758 ί: Simple description of the figure 3 (none) [Key component symbol description] (None )

S 30

Claims (1)

201204758 VII. Patent Application Range: 1. A curable composition comprising: an epoxy compound selected from the group consisting of an aromatic epoxy compound, an alicyclic epoxy compound, an aliphatic epoxy compound, and the like a group consisting of: a curing agent selected from the group consisting of novolaks, amines, anhydrides, carboxylic acids, phenols, thiols, and combinations thereof; and a phosphinium-fluorene group Glycosyl acid. 2. The curable composition of claim 1, wherein the phosphinyl-methyl-glycine is a glyphosate. 3. The curable composition according to any one of the preceding claims, wherein the epoxy compound is from 10% by weight to 90% by weight, the curing agent is from 1% by weight to 50% by weight, and the phosphinyl group- The mercapto-glycine is from 0.5% to 50% by weight of the curable composition. A prepreg obtainable by impregnating a matrix component in a reinforcing component, wherein the matrix component comprises: an epoxy compound; a curing agent; and a phosphinium group- Methyl-glycine, wherein the matrix component of the prepreg has from 0.1% by weight to 10% by weight. /. Phosphorus content. 5. The prepreg according to item 4 of the patent application, wherein the phosphinyl-mercapto-glycine is a phosphorus phosphate. 6. The prepreg of claim 4, wherein the epoxy compound is selected from the group consisting of an aromatic epoxy compound, a lipid epoxy compound, an aliphatic epoxy 31 201204758 compound, and the like. Ethnic group. 7. The prepreg according to any one of the preceding claims, wherein the curing agent is selected from the group consisting of novolaks, amines, anhydrides, carboxylic acids, phenols, mercaptans, and the like. The group that constitutes. 8. The prepreg according to claim 4, wherein the matrix component further comprises an unshaped flame retardant additive, and the matrix component of the prepreg has 3% by weight to 10% by weight of phosphorus content. 9. The prepreg of claim 8 wherein the matrix component further comprises an inorganic flame retardant. The prepreg of claim 9, wherein the epoxy compound is from 10% by weight to 90% by weight, the curing agent is from 1% by weight to 50% by weight, and the phosphinyl group-methyl-gan The amine acid is 0.5% by weight to 50% by weight, the non-halogenated flame retardant additive is 5% by weight to 7% by weight, and the inorganic flame retardant is 5% by weight to 75% by weight of the matrix component, and wherein the matrix The component further comprises a toothed flame retardant additive, and the halogenated flame retardant additive is from 5% to 30% by weight of the matrix component. , S 32 201204758 IV. Designated representative map: (1) The representative representative of the case is: ( ). (None) (2) A brief description of the symbol of the representative figure: 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: